Winchester Inn

Winchester Inn

35 South 2nd Street, Ashland, OR 97520, United States
+1 541 488 1113
C$ 264

rate per night


based on 254 reviews

Winchester Inn
Mon 25/10
Tue 26/10
ProviderNightly total
PricelineC$ 264
Booking.comC$ 332

About Winchester Inn

  • Inn Room
    Room at a smaller hotel or guest house
  • Clean and Tidy
    This stay has listed several different cleanliness practices.
  • Freebies
    This stay includes Wi-Fi, Breakfast, and Parking for free

Winchester Inn is conveniently positioned for sightseeing, with Lithia Springs Hotel nearby and Ashland Masonic Lodge Building and IOOF Building within a five-minute walk. It is situated a brief walk from Lithia Park.

The bed & breakfast provides comfortable accommodation, in addition to a concierge, free Wi-Fi and luggage storage. In fine weather, an outdoor terrace offers a nice spot to relax.

The comfortable rooms at Winchester Inn include tea and coffee making facilities, a mini bar and a refrigerator. For added comfort, bathrobes are also provided.

For guests who enjoy making the most of local dining options, there is a great selection within walking distance. The helpful staff at the tour desk are available to book tours and sightseeing trips in Ashland.

Photos of Winchester Inn

Rooms available at Winchester Inn

Mon 25/10
Tue 26/10
Show deals with
Deluxe Rooms(C$ 448)
Deluxe room
bed type unknown
bed type unknown

C$ 448/night

C$ 448 totalPriceline
King Rooms(C$ 381)
King room
bed type unknown
bed type unknown

C$ 381/night

C$ 381 totalPriceline
Double Rooms(C$ 332 - C$ 369)
Double room
bed type unknown
bed type unknown

C$ 332/night

C$ 332
bed type unknown
bed type unknown

C$ 362/night

C$ 362 totalExpedia
bed type unknown
bed type unknown

C$ 369/night

C$ 369 totalPriceline
Standard Rooms(C$ 264 - C$ 305)
Standard Room
bed type unknown
bed type unknown

C$ 264/night

C$ 264 totalPriceline
bed type unknown
bed type unknown

C$ 305/night

C$ 305 totalKAYAK

Amenities at Winchester Inn

  • Tennis
  • Free Wi-Fi
  • Private bathroom
  • Complimentary breakfast
  • Coffee machine
  • Terrace/Patio
  • Balcony
  • Air-conditioned
  • Flat-screen TV
  • TV


  • Family rooms
  • Garden view
  • Hardwood or parquet floors
  • Inner courtyard view
  • Mountain view
  • Newspapers
  • Storage available
  • Quiet street view
  • Fireplace
  • Seating area
  • Sofa
  • Bridal suite
  • Telephone
  • Carpeted


  • Wi-Fi available in all areas
  • Internet
  • Fire extinguisher
  • Free toiletries
  • Smoke alarms
  • Heating
  • Air-conditioned
  • Free Wi-Fi
  • Linens
  • Towels
  • Shampoo
  • Body soap
  • Trash cans
  • Conditioner


  • Hairdryer
  • Bathrobe
  • Private bathroom
  • Shower
  • Shower cap
  • Additional bathroom
  • Bathtub
  • Spa bath
  • Toilet
  • Toilet paper
  • Walk-in shower

Accessibility and suitability

  • Entire unit located on ground floor
  • Entire unit wheelchair accessible
  • No smoking
  • Non-feather pillow
  • Private entrance
  • Roll-in shower
  • Disabled Access
  • Allergy-free room
  • Toilet with grab rails
  • Upper floors accessible by stairs

Health and safety

  • Daily housekeeping
  • Face masks for guests available
  • Physical distancing in dining areas
  • Physical distancing rules
  • Hand sanitizer in guest accommodation and key areas
  • Use of cleaning chemicals that are effective against coronavirus
  • Guest accommodation is disinfected between stays
  • Guest accommodation sealed after cleaning
  • All plates, cutlery, glasses and other tableware have been sanitized
  • Staff follow all safety protocols as directed by local authorities


  • Wine glasses
  • Electric kettle
  • Kitchenware
  • Kitchenette
  • Dishwasher
  • Microwave
  • Tea/coffee maker
  • Refrigerator
  • Coffee machine


  • Feather pillow
  • Fold-up bed
  • Socket near the bed
  • Sofa bed
  • Alarm clock
  • Clothes rack
  • Wardrobe or closet


  • Breakfast included
  • Special diet menus (on request)
  • Restaurant
  • Bar/Lounge
  • Minibar
  • Breakfast in the room

Services and conveniences

  • Wake-up service
  • Concierge service
  • Meeting/Banquet facilities
  • Room service
  • Key access
  • Ticket service

Media and entertainment

  • Flat-screen TV
  • Cable or satellite TV
  • Radio
  • TV
  • Smartphone dock


  • Outdoor furniture
  • Garden
  • Terrace/Patio
  • Balcony

Things to do

  • Gift shop
  • Golf
  • Hiking

Parking and transportation

  • Free parking
  • Private parking


  • Laundry service
  • Iron and ironing board


  • Fax/photocopying

Family friendly

  • Complimentary breakfast


  • Tennis

Reviews of Winchester Inn

ExcellentBased on 254 verified guest reviews

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35 South 2nd Street, Ashland, OR 97520

What's nearby

  • Oregon Cabaret Theatre78 m
  • Waterstone Spa110 m
  • Lithia Springs Hotel135 m
  • Ashland Library203 m
  • New Theater236 m
  • Angus Bowmer Theater258 m
  • Elizabethan Stage - Allen Pavilion258 m
  • Oregon Shakespeare Festival292 m
  • IOOF Building0.4 km
  • Lithia Park0.7 km
  • ScienceWorks Hands-On Museum1.9 km
  • Schneider Museum of Art1.9 km



Check in anytime after 4:00 PM, check out anytime before 11:00 AM


Cancellation/prepayment policies vary by room type and provider.

FAQs when booking at Winchester Inn

  • Winchester Inn is located at 35 South 2nd Street, 0.2 km from the centre of Ashland. Oregon Cabaret Theatre is the closest landmark to Winchester Inn.

  • Check-in time is 4:00 PM and check-out time is 11:00 AM at Winchester Inn.

  • Yes, Winchester Inn offers free Wi-Fi.

  • Yes, Winchester Inn offers free parking.

  • No, Winchester Inn does not offer free airport shuttle service.

  • Winchester Inn is 23.5 km from Medford. Winchester Inn is 79.9 km from Klamath Falls Kingsley Field.

  • No, Winchester Inn does not have a pool on-site.

Nearby hotels and places to stay

Good to know

Value for money


Distance to city centre

0.2 km

Location rating


Nearest Airport


Distance to airport

23.5 km